HCID 86750539, compound → HCID 57129201, compound

HRID 975980Notes

Reaction equation

HRID 975980 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]2[CH2:12][CH2:11][CH:10]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=3)[N:9]2[C:21](=[O:38])[CH2:22][NH:23][C:24](=[O:37])[NH:25][C:26]2[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=2)[C:29]([O:31]CC)=[O:30])[CH:5]=[CH:6][CH:7]=1>CO>[OH:1][C:2]1[CH:3]=[C:4]([C@H:8]2[CH2:12][CH2:11][C@@H:10]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH3:20])[CH:14]=3)[N:9]2[C:21](=[O:38])[CH2:22][NH:23][C:24](=[O:37])[NH:25][C:26]2[CH:27]=[C:28]([CH:34]=[CH:35][CH:36]=2)[C:29]([OH:31])=[O:30])[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 86750539HCID 86750539, compound

Product 1

HCID 57129201HCID 57129201, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

By proceeding in a fashion similar to that described in Example 9, but starting from 1.8 g of ethyl (2RS,5SR)-3-{3-{2-[2-(3-hydroxyphenyl)-5-(3-methoxyphenyl)-1-pyrrolidinyl]-2-oxoethyl}ureido}benzoate in solution in 30 cm3 of methanol and 0.29 g of potassium hydroxide in solution in 6 cm3 of water and after treatment and recrystallization in diethyl ether, 1 g of (2R*,5S*)-3-{3-{2-[2-(3-hydroxyphenyl)-5-(3-methoxy-phenyl)-1-pyrrolidinyl]-2-oxoethyl}ureido}benzoic acid, melting at 172° C., is obtained.

Workup

  1. custom0.29 g of potassium hydroxide in solution in 6 cm3 of water and after treatment and recrystallization in diethyl ether

Sources & evidence

ORD record
ord-84de68756e29499a91311c86e1599520
Source dataset
uspto-grants-1997_03
Patent number
US05610144

Reaction notes

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